m-Chloroperbenzoic acid → 3-Chloromethyl-2-methyl-pyridine 1-oxide
반응식
[Cl:1][CH2:2][C:3]1[C:4]([CH3:9])=[N:5][CH:6]=[CH:7][CH:8]=1.ClC1C=C(C=CC=1)C(OO)=[O:15]>C(Cl)(Cl)Cl>[Cl:1][CH2:2][C:3]1[C:4]([CH3:9])=[N+:5]([O-:15])[CH:6]=[CH:7][CH:8]=1참가 물질
4
실험 절차
To a stirred solution of 3-chloromethyl-2-methylpyridine from Step 2 above (0.50 g; 3.5 mmol) in CHCl3 (40 mL) was added m-chloroperoxybenzoic acid (1.1 g of 55:45 mCPBA:mCBA; 3.5 mmol). After 1.5 h, TLC analysis indicated complete conversion to a lower Rf product. The solution was extracted with equal volumes of saturated aqueous NaHCO3 and water, dried (MgSO4), filtered, and evaporated under reduced pressure. The residue was purified by pressurized silica gel column chromatography using 97:3 CH2Cl2 :MeOH as eluant. 3-Chloromethyl-2-methylpyridine N-oxide was obtained as a solid (TLC: Rf =0.30 (97:3 CH2Cl2 :MeOH); FAB MS m/z 158 (M+ +H)).
후처리
- extractionThe solution was extracted with equal volumes of saturated aqueous NaHCO3 and water
- dry with materialdried (MgSO4)
- filtrationfiltered
- customevaporated under reduced pressure
- customThe residue was purified by pressurized silica gel column chromatography
출처 및 근거
- ORD 기록
- ord-b8dbba8e74ff4118bc3513f530757669
- 출처 데이터셋
- uspto-grants-1998_03
- 특허 번호
- US05726172
반응 노트
불러오는 중…